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Absorption and Translocation of Aminocyclopyrachlor and Aminocyclopyrachlor-Methyl Ester in Canada Thistle (Cirsium arvense)

Published online by Cambridge University Press:  20 January 2017

Bekir Bukun ,
R. Bradley Lindenmayer ,
Scott J. Nissen ,
Philip Westra ,
Dale L. Shaner  and
Galen Brunk
Bekir Bukun
Affiliation:
Department of Plant Protection, Harran University, 63100 Sanliurfa, Turkey
R. Bradley Lindenmayer
Affiliation:
Department of Bioagricultural Sciences and Pest Management, Colorado State University, Fort Collins, CO 80523
Scott J. Nissen*
Affiliation:
Department of Bioagricultural Sciences and Pest Management, Colorado State University, Fort Collins, CO 80523
Philip Westra
Affiliation:
Department of Bioagricultural Sciences and Pest Management, Colorado State University, Fort Collins, CO 80523
Dale L. Shaner
Affiliation:
U.S. Department of Agriculture–Agricultural Research Service, Water Management Research Unit, Fort Collins, CO 80526
Galen Brunk
Affiliation:
Department of Bioagricultural Sciences and Pest Management, Colorado State University, Fort Collins, CO 80523
*
Corresponding author's E-mail: [email protected]
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Abstract

Laboratory studies were conducted using 14C-aminocyclopyrachlor (DPX-MAT28) and its 14C-methyl ester formulation (DPX-KJM44) to (1) determine the adjuvants' effects on absorption, (2) compare the absorption and translocation of aminocyclopyrachlor free acid with the methyl ester, and (3) determine the rate at which aminocyclopyrachlor-methyl ester is metabolized to the free acid in Canada thistle. Canada thistle plants were grown from root cuttings and treated in the rosette growth stage. The effect of different adjuvants on absorption was determined by treating individual leaves with formulated herbicide plus 14C-herbicide alone or with methylated seed oil (MSO), crop oil concentrate, or nonionic surfactant with and without urea ammonium nitrate and ammonium sulfate. Plants were harvested 96 h after treatment (HAT). For absorption and translocation experiments, plants were oversprayed with aminocyclopyrachlor or its methyl ester at a rate of 0.14 kg ae ha−1 in combination with 1% MSO. Formulated herbicide plus 14C-herbicide was then applied to a protected leaf, and plants were harvested 24 to 192 HAT. Plants were harvested and radioactivity was determined in the treated leaf and in aboveground and belowground tissues. Metabolism of aminocyclopyrachlor-methyl ester to the free acid was determined 2, 6, and 24 HAT. All aboveground biomass was analyzed by high-performance liquid chromatography to establish the ratio of methyl ester to free acid. MSO applied with either herbicide formulation resulted in the highest absorption compared with no surfactant. Significantly greater aminocyclopyrachlor-methyl ester was absorbed, compared with the free acid, which was reflected in the greater aboveground translocation for the methyl ester. Both formulations had similar amounts of translocation to the roots, with 8.6% (SE ± 3.3) for the methyl ester compared with 6.2% (SE ± 2.5) for the free acid. Approximately 80% of the methyl ester was converted to the free acid at 6 HAT. Based on this conversion rate, aminocyclopyrachlor translocated as the free acid in Canada thistle.

Keywords

Aminocyclopyrachlor (6-amino-5-chloro-2-cyclopropyl-4-pyrimidinecarboxylic acid)aminocyclopyrachlor-methyl ester (6-amino-5-chloro-2-cyclopropyl-4-pyrimidin methyl ester)Canada thistle, Cirsium arvense L. CIRARDPX-MAT28DPX-KJM44translocationabsorptionmetabolism
Type
Research Article
Information
Weed Science , Volume 58 , Issue 2 , June 2010 , pp. 96 - 102
Copyright
Copyright © Weed Science Society of America 

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References

Literature Cited

Armel, G. R., Klingeman, W. E., Flanagan, P. C., Breeden, G. K., and Halcomb, M. 2009. Comparisons of the experimental herbicide DPX-KJM44 with aminopyralid for control of key invasive weeds in Tennessee. Abstract 410 in. Proceedings of the 49th annual WSSA meeting in Orlando, FL. Champaign, IL Weed Science Society of America.Google Scholar
Blair, M. and Lowe, Z. 2009. Evaluation of KJM-44 for marestail (Conyza canadensis) and total vegetation control. Abstract 406 in. Proceedings of the 49th annual WSSA meeting in Orlando, FL. Champaign, IL Weed Science Society of America.Google Scholar
Bravin, F., Zanin, G., and Preston, C. 2000. Resistance to diclofop-methyl in two Lolium spp. populations from Italy: studies on the mechanism of resistance. Weed Res. 41 (5):461–473.Google Scholar
Bukun, B., Gaines, T. A., Nissen, S. J., Westra, P., Brunk, G., Shaner, D. L., Sleugh, B. B., and Peterson, V. F. 2009. Aminopyralid and clopyralid absorption and translocation in Canada thistle (Cirsium arvense). Weed Sci. 57:10–15.Google Scholar
Bukun, B., Nissen, S. J., Westra, P., Brunk, G., Shaner, D., and Gaines, T. 2008. Absorption and translocation of 14C DPX-KJM44 and DPX-MAT28 in Cirsium arvense (Canada thistle). Pages 277. in. Proceedings of the 5th International Weed Science Congress. Vancouver, BC International Weed Science Society.Google Scholar
Claus, J., Turner, R., Armel, G., and Holliday, M. 2008. DuPont Aminocyclopyrachlor (proposed common name)(DPX-MAT28/KJM44) herbicide for use in turf, IWC, bare-ground and brush markets. Pages 277. in. Proceedings of the 5th International Weed Science Congress. Vancouver, BC International Weed Science Society.Google Scholar
Coret, J. M. and Chamel, A. R. 1993. Influence of some nonionic surfactants on water sorption by isolated tomato fruit cuticles in relation to cuticular penetration of glyphosate. Pestic. Sci. 38:27–32.Google Scholar
Davidonis, G. H., Hamilton, R. H., and Mumma, R. O. 1980. Metabolism of 2,4-dichlorophenoxyacetic acid (2,4-D) in soybean root callus: evidence for the conversion of 2,4-D amino acid conjugates to free 2,4-D. Plant Physiol. 66:537–540.CrossRefGoogle Scholar
Dayan, F. E., Duke, S. O., Weete, J. D., and Hancock, H. G. 1997. Selectivity and mode of action of carfentrazone-ethyl, a novel phenyl triazolinone herbicide. Pestic. Sci. 51:65–73.Google Scholar
Devine, M. D., Bestman, H. D., and Vanden Born, W. H. 1987. Uptake and accumulation of the herbicides chlorsulfuron and clopyralid in excised pea root tissue. Plant Physiol. 85:82–86.CrossRefGoogle ScholarPubMed
Devine, M., Duke, O. S., and Fedtke, C. 1993. Physiology of Herbicide Action. Englewood Cliffs, NJ P.T.R Prentice–Hall.Google Scholar
Devine, M. D. and Vanden Born, W. H. 1985. Absorption, translocation, and foliar activity of clopyralid and chlorsulfuron in Canada thistle (Cirsium arvense) and perennial sowthistle (Sonchus arvensis). Weed Sci. 33:524–530.Google Scholar
DiTomaso, J. M. 1998. Impact, biology, and ecology of saltcedar (Tamarix spp.) in the southwestern United States. Weed Technol. 12:326–336.Google Scholar
Douglas, D. B., Swisher, B. A., and Burnside, O. C. 1985. Behavior of 14C-haloxyfop-methyl in intact plants and cell cultures. Weed Sci. 33:291–299.Google Scholar
Enloe, S. F., Lym, R. G., Wilson, R., et al. 2007. Canada thistle (Cirsium arvense) control with aminopyralid in range, pasture, and noncrop areas. Weed Technol. 21:890–894.Google Scholar
Evans, C. C., Montgomery, D. P., and Martin, D. L. 2009. Musk thistle control on Oklahoma highway rights-of-way with DPX-KJM44. Abstract 420 in. Proceedings of the 49th annual WSSA meeting in Orlando, FL. Champaign, IL Weed Science Society of America.Google Scholar
Finkelstein, B. L., Armel, G. R., Bolgunas, S. A., et al. 2008. Discovery of aminocyclopyrachlor (proposed common name) (DPX-MAT28): a new broad-spectrum auxinic herbicide. Abstract 19 in. Proceedings of the 236th ACS National Meeting in Philadelphia, PA. Washington, DC American Chemical Society.Google Scholar
Gannon, T. W., Yelverton, F. H., Warren, L. S., and Silcox, C. A. 2009. Broadleaf weed control with aminocyclopyrachlor (DPX-KJM44) in fine turf. Abstract 394 in. Proceedings of the 49th annual WSSA meeting in Orlando, FL. Champaign, IL Weed Science Society of America.Google Scholar
Gershater, M. C. and Edwards, R. 2007. Regulating biological activity in plants with carboxylesterases. Plant Sci. 173 (6):579–588.Google Scholar
Gershater, M. C., Cummins, I., and Edwards, R. 2007. Role of a carboxylesterase in herbicide bioactivation in Arabidopsis thaliana . J. Biol. Chem. 282 (29):21,460–21,466.CrossRefGoogle ScholarPubMed
Hsu, F. C. and Kleier, D. A. 1996. Phloem mobility of xenobiotics, VIII: a short review. J. Exp. Bot. 47:1265–1271.Google Scholar
Kleier, D. A. 1988. Phloem mobility of xenobiotics, 1: mathematical model unifying the weak acid and intermediate permeability theories. Plant Physiol. 86:803–810.Google Scholar
Lym, R. G. and Moxness, Y. D. 1989. Absorption, translocation, and metabolism of picloram and 2,4-D in leafy spurge (Euphorbia esula). Weed Sci. 37:498–502.Google Scholar
Mesbah, A. O. and Miller, S. D. 2005. Canada thistle (Cirsium arvense) control in established alfalfa (Medicago sativa) grown for seed production. Weed Technol. 19:1025–1029.Google Scholar
Montgomery, D., Evans, C., and Martin, D. 2009. Control of kochia with DPX-KJM44 along Oklahoma highway rights-of-way. Abstract 493 in. Proceedings of the 49th annual WSSA meeting in Orlando, FL. Champaign, IL Weed Science Society of America.Google Scholar
Nalewaja, J. D. and Skrzypczak, G. A. 1986. Absorption and translocation of fluazifop with additives. Weed Sci. 34:572–576.Google Scholar
Nissen, S. J., Masters, R. A., Thompson, W. M., and Stougaard, R. N. 1995. Absorption and fate of imazapyr in leafy spurge (Euphorbia esula). Pestic. Sci. 45:325–329.Google Scholar
Roten, R. L., Richardson, R. J., and Gardner, A. P. 2009. Responses of selected woody plants to DPX-KJM44. Abstract 418 in. Proceedings of the 49th annual WSSA meeting in Orlando, FL. Champaign, IL Weed Science Society of America.Google Scholar
Santier, S. and Chamel, C. 1998. Reassessment of the role of cuticular waxes in the transfer of organic molecules through plant cuticles. Plant Physiol. Biochem. 36 (3):225–231.Google Scholar
Sensenman, S. A. 2007. Herbicide Handbook 9th Edition. Lawrence, KS Weed Science Society of America.Google Scholar
SAS Institute Inc 2004. SAS OnlineDoc 9.1.3. Cary, NC SAS Institute.Google Scholar
Slotta, T. A. B., Rothhouse, J., Horvath, D. P., and Foley, M. E. 2006. Genetic diversity of Canada thistle (Cirsium arvense) in North Dakota. Weed Sci. 54:1080–1085.Google Scholar
Thompson, W. M. and Nissen, S. J. 2000. Absorption and fate of carfentrazone-ethyl in Zea mays, Glycine max, and Abutilon theophrasti . Weed Sci. 48:15–19.Google Scholar
Turner, R. G., Claus, J. S., Hidalgo, E., Holliday, M. J., and Armel, G. R. 2009. Technical Introduction of the new DuPont vegetation management herbicide aminocyclopyrachlor. Abstract 405 in. Proceedings of the 49th annual WSSA meeting in Orlando, FL. Champaign, IL Weed Science Society of America.Google Scholar
Westra, P., Nissen, S., Shaner, D., and Gaines, T. 2008a. Invasive weed management and plantback crop response with the new herbicide KJM-44. Page 303 in Proceedings of the 5th International Weed Science Congress in Vancouver, BC, Canada. International Weed Science Society.Google Scholar
Westra, P., Nissen, S., Shaner, D., Lindenmayer, B., and Brunk, G. 2009. Invasive weed Management with Aminocyclopyrachlor in the central great plains. Abstract 407 in. Proceedings of the 49th annual WSSA meeting in Orlando, FL. Champaign, IL Weed Science Society of America.Google Scholar
Westra, P., Wilson, R., and Edwards, M. 2008b. Agronomic crop response to KJM-44 herbicide. Abstract 155 in. Proceedings of the 60th WSWS annual meeting in Anaheim, CA. Las Cruces, NM Western Society of Weed Science.Google Scholar
Wilson, M. J., Norsworthy, J. K., Bangarwa, S., Griffith, G., Still, J., and Scott, R. 2009. Effect of rate and timing on broadleaf weed control in rice with DPX-KJM44. Abstract 332 in. Proceedings of the 49th annual WSSA meeting in Orlando, FL. Champaign, IL Weed Science Society of America.Google Scholar